ethyl 6-bromo-1-[(2S)-1-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-yl]-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

• ChemBase ID: 162839
• Molecular Formular: C23H33BrFNO4Si
• Molecular Mass: 514.5003232
• Monoisotopic Mass: 513.13462529
• SMILES: Brc1cc2c(cc1F)n(cc(c2=O)C(=O)OCC)[C@@H](C(C)C)CO[Si](C(C)(C)C)(C)C
• Canonical SMILES: CCOC(=O)c1cn([C@@H](C(C)C)CO[Si](C(C)(C)C)(C)C)c2c(c1=O)cc(c(c2)F)Br
• InChI: InChI=1S/C23H33BrFNO4Si/c1-9-29-22(28)16-12-26(19-11-18(25)17(24)10-15(19)21(16)27)20(14(2)3)13-30-31(7,8)23(4,5)6/h10-12,14,20H,9,13H2,1-8H3/t20-/m1/s1
• InChIKey: ABRLFILUFAWDIN-HXUWFJFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 6-bromo-1-[(2S)-1-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-yl]-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate
• IUPAC Traditional name: ethyl 6-bromo-1-[(2S)-1-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-yl]-7-fluoro-4-oxoquinoline-3-carboxylate
• Synonyms: 6-Bromo-1-[(1S)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylpropyl]-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester

Database IDs

• CAS Number: 934161-52-1
• PubChem SID: 162256974
• PubChem CID: 57982722

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 6.7355
• LogD (pH = 7.4): 6.7355
• Log P: 6.7355
• Molar Refractivity: 122.2395 cm^3
• Polarizability: 48.75177 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - B683840

Used in the preparation of anti-HIV compounds.